Reaktion #341015

ord-19b0184486d6488ca3b2d60cb847162a

Reaktionsgleichung

CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
O=Cc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea
CC(=O)O
acetic acid
CCOC(=O)Cc1ccc(N)cc1
(4-amino-phenyl)-acetic acid ethyl ester
→
CCOC(=O)Cc1ccc(NCc2cnc(NC(=O)N(C3CCCCC3)C3CCCCC3)s2)cc1
desired product
Ausbeute 30.0%
CCOC(=O)Cc1ccc(NCc2cnc(NC(=O)N(C3CCCCC3)C3CCCCC3)s2)cc1
(4-{[2-(3,3-Dicyclohexyl-ureido)-thiazol-5-ylmethyl]-amino}-phenyl)-acetic acid ethyl ester
Ausbeute 30.0%

Edukte

CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
O=Cc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea
CC(=O)O
acetic acid
CCOC(=O)Cc1ccc(N)cc1
(4-amino-phenyl)-acetic acid ethyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigePrepared

Vorschrift

Prepared as described in general procedure (P) using 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea (100 mg. 0.298 mmol), acetic acid (17 μL, 0.29 mmol), (4-amino-phenyl)-acetic acid ethyl ester (14 mg, 0.45 mmol) and sodium triacetoxyborohydride (101 mg, 0.48 mmol) to afford 43 mg (30%) of the desired product after purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07872139B2uspto-grants-2011_01